
Set against the bustling backdrop of pre‑fire Chicago, the O’Leary brothers—honest, steady Jack and his roguish, ambitious sibling Dion—climb the city’s underworld ladder to become influential power brokers. Their contrasting natures eventually pit them against each other as the city teeters on the brink of the Great Fire.
Does In Old Chicago have end credit scenes?
No!
In Old Chicago does not have end credit scenes. You can leave when the credits roll.
Explore the complete cast of In Old Chicago, including both lead and supporting actors. Learn who plays each character, discover their past roles and achievements, and find out what makes this ensemble cast stand out in the world of film and television.

Don Ameche
Jack O'Leary

Andy Devine
Pickle Bixby

Berton Churchill
Senator Colby

Paul Hurst
Mitch

Eddie Collins
Drunk

Francis Ford
Driver

Alice Brady
Molly O'Leary

Tyrone Power
Dion O'Leary

Sidney Blackmer
General Phil Sheridan

George Chandler
Onlooker (uncredited)

Gustav von Seyffertitz
Dutch - Politician in Jack's Office

Brian Donlevy
Gil Warren

Vera Lewis
Wedding Witness (uncredited)

Harry Stubbs
Fire Commissioner

Tom Brown
Bob O'Leary

Joe King
Ship's Captain

Martin Turner
Refugee

Gene Reynolds
Dion O'Leary (as a boy)

Ruth Gillette
Miss Lou

Alice Faye
Belle Fawcett

Madame Sul-Te-Wan
Hattie

Bob Murphy
Police Officer

Russell Hicks
Politician in Jack's Office

William H. O'Brien
Senate Waiter (uncredited)

Wade Boteler
Police Officer

Rondo Hatton
Rondo - Body Guard

Bert Moorhouse
Opening Night Guest (uncredited)

Frank Dae
Judge

Bess Flowers
Woman with Colby (uncredited)

Clarence Wilson
Lawyer

Brooks Benedict
Courtroom Spectator (uncredited)

Spencer Charters
Commissioner W.J. Beavers

Phyllis Brooks
Ann Colby

Tyler Brooke
Specialty Singer

Bobs Watson
Bob O'Leary (as a boy)

J. Anthony Hughes
Pat O'Leary

June Storey
Gretchen

Joe Twerp
Stuttering Clerk

Billy Watson
Jack O'Leary (as a boy)

Scotty Mattraw
Beef King

Thelma Manning
Carrie Donahue
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